In a large, deep, heavy pan, heat the oil to 350 degrees F.
In a medium bowl, whisk the flour and the milk together. Mix in the salt, black pepper, paprika and cayenne pepper.
Slice the tomatoes into 1/2-inch slices. Dip the tomato slices into the batter, making sure they are coated thoroughly. Cover both sides with bread crumbs. Carefully add to the hot oil and fry in the oil until golden brown, about 3 to 5 minutes. Serve immediately.
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